Therapeutic compound and process of producing the same



UNITED STATES PATENT OFFICE.

WILLIAM H. ENGELS, OF RAHWAYyNEW JERSEY, ASSIGNOR 'I'O MEROK & OO., OE

NEW YORK, N. Y A. CORPORATION OF NEW'YORK.

THERAPEUTIC COKBOUND PROCESS 01' PRODUCING- THE SAME.

- No Drawing.

Tb all whom it may concern;

Be it known that I, WILLIAM H. ENcELs,

. V a citizen of the Republic of Germany, anda antiseptic and, at thesame time, has healing properties, particularly when used in thetreatment of wounds. V

My method of preparing the foregoing product is, briefly, as follows: Icause bis- 'muth hydrate and 8-oxyquinoline to react with each other ina neutral or alkaline water solution. While both bismuth hydroxide and8,-oxyquinoline are substantially insoluble in water, they aresufficiently soluble to produce the desired reaction, andat a fairlyrapid rate. It is not. necessary, however, that either the bismuthhydrate or. the oxyquinoline, or both, should be originally present assuch, as they may also be used combined with acids or alkalies as saltsor salt solutions, in which case the formation of the bismuth hydroxideand the oxyquinoline, or its hydroxide solution, takes place in thereaction mixture. When I refer in the claims, therefore, to8-oxyquinoline, I intend to cover the equivalents thereof, such, forexample, as the salts of 8-oxy%uinoline.

To further illustrate the process y which my invention is carried out, Igive the ,following exam les:

Ewample 0. droxide and 14.5 parts 8-oxyquinoline are mixed, by stirring,with parts of water. The formation of bismuth 8-oxyquinoline begins inthe cold, but the reaction is accelerated by raising the temperature ofthemixture. After the reaction is completed, the product is filtered and:dried at moderate heat.

Ewwmple N0. 2.--14=.5 parts 8-oxyquinoline are dissolved in 300partswater containing 16 parts of sodium hydroxide. Into this solutionis run, while stirring, a solution of 20.9 arts bismuth metal in nitricacid. When a is added the solution should still 1.26 parts bismuth hyApplication filed September 22, 1922 Serial No. 589,931.

be alkaline to litmus paper. The mixture is then warmed for a short timeat a temperature of preferably about C. The prod not is recovered asinExample'No. 1.

Ewample No. 3.-14.5 parts 8-oxyquino-- line aredissolved in 300 partswater containing 6 parts sodium hydroxide. To this solu- I tion 29 partsbismuthsubnitrate is added. The mixture is stirred,-' preferably at anelevated temperature (about 60), until the reaction is completed; theproduct is then covered as in ExampleNo. l.

Ewample N o. 4.-A solution of 19.4 parts neutral oxyquinoline sulfate in200 parts water is mixed with 29 parts bismuth subnitrate and to this asolution of 10 parts added. The reaction is preferably completed byheating to 60 and stirring.

The bismuth 8-oxyquinoline produced in accordance with my invention isof a brilliant yellow color, practically insoluble in sodium hydroxidein 50 parts of. water is water and alkali solutions, but is decomposedby. acids, even by weak acids, such as dilute acetic acid.

I ascribe to the bismuth 8-oxyquinplate the formula Bi(OH) 2OC H Nhaving the a structural formula I claim:

1. The process of making bismuth 8-oxyquinolate which consists incausing bismuth hydroxide and 8-oxyquinoline to react with each other inthe presence of a solvent.

2. The process of making bismuth 8-oxy quinolate which consists incausing bismuth hydroxide and 8-oxyquinoline to react with each other inpresence of a solvent and. at an elevated temperature. I

3. The process of making bismuth 8-oxy- .q'uinolate which consists incausing bismuth hydroxide and 8-oxyquinoline to react with each other inthe presence of a solvent, and at a. temperature of approximately 60 6.

4. The process of making bismuth 8 oxyquinolate which consists incausing a hisquinolate which consists in causing bismuth muth salt and asolution of an 8-oxyquino; hydl'oxigle'and a solution of an8-oxyquinoline compound to react with each other iii line compound toreact with each other in the presence of an alkali. I 15 5 the presenceof an alkali. 7. The process of making bismuth 8-ox 5. The'process ofmaking bismuth 8oxyquinolate which consists in causing an acid'quinolate which consists in causing a his solution of a bismuth salt anda solution of muth salt and 8-oxyquinoline to reactlwith an8-oxyquinoline compound to react with each other in the'presence of asolution of an each other in the presence of an alkali.

10 alkali in water. 5 T i 6. The process of making'bi'smuth 8-oxy- IWILLIAM HrENGELS.

